1: thiophene With n-butyllithium; CuCl2*TMEDA; 2,2,6,6-tetramethylpiperidinyl-lithium in hexanes; dimethylsulfide; diethyl ether T=20°C; 2 h; Inert atmosphere; 2: benzoyl chloride in hexanes; dimethylsulfide; diethyl ether T=0 - 20°C; 16 h; Inert atmosphere;

manganese(IV) oxide in dichloromethane T=20°C; 12 h;

1: tetrahydrofuran; diethyl ether / 12 h / 20 °C 2: MnO2 / CH2Cl2 / 12 h / 20 °C View Scheme

silver(I) acetate; potassium; carbon; lithium chloride; zinc(II) chloride 1.) 160 deg C, 15 min, 2.) THF, 25 deg C, 3.) THF, -60 deg C, 4.) -10 deg C, 14 h; Yield given. Multistep reaction;

nitrobenzene